Synthesis of new hexahydro-1H-isoindole-1,3(2H)-dione derivatives from 2-ethyl/phenyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3-(2H)-dione

Authors : Ayşe TAN, Birgül KOÇ, Nurhan KİSHALI, Ertan ŞAHİN, Yunus KARA

Pages : 830-840

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Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :A new and appropriate synthesis for hexahydro-1H-isoindole-1,3insert ignore into journalissuearticles values(2H);-dione derivatives has been developed starting from 3-sulfolene. The epoxidation of 2-ethyl/phenyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3-insert ignore into journalissuearticles values(2H);-dione and then the opening of the epoxide with nucleophiles gave hexahydro-1H-isoindole-1,3insert ignore into journalissuearticles values(2H);-dione derivatives. Amino and triazole derivatives of hexahydro-1H-isoindole-1,3insert ignore into journalissuearticles values(2H);-dione were synthesized from the formed product by the opening reaction of the epoxide with sodium azide. Hydroxyl analogues were obtained from cis-hydroxylation of 2-ethyl/phenyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3-insert ignore into journalissuearticles values(2H);-dione. The hydroxyl groups were converted to acetate.
Keywords : Norcantharimide, cis hydroxylation, epoxidation, ring opening epoxide, reduction of azide